Department of Chemistry, New York University, New York, New York 10003, United States.
Bioconjug Chem. 2024 Aug 21;35(8):1166-1171. doi: 10.1021/acs.bioconjchem.4c00310. Epub 2024 Jul 24.
Programmed DNA structures and assemblies are readily accessible, but site-specific functionalization is critical to realize applications in various fields such as nanoelectronics, nanomaterials and biomedicine. Besides pre- and post-DNA synthesis conjugation strategies, on-solid support reactions offer advantages in certain circumstances. We describe on-solid support internucleotide coupling reactions, often considered undesirable, and a workaround strategy to overcome them. Palladium coupling reactions enabled on-solid support intra- and interstrand coupling between single-stranded DNAs (ss-DNAs). Dilution with a capping agent suppressed interstrand coupling, maximizing intrastrand coupling. Alternatively, interstrand coupling actually proved advantageous to provide dimeric organic/DNA conjugates that could be conveniently separated from higher oligomers, and was more favorable with longer terphenyl coupling partners.
可编程 DNA 结构和组装是容易获得的，但为了在纳米电子学、纳米材料和生物医学等各个领域实现应用，碱基定点功能性化是至关重要的。除了 DNA 合成前和后连接策略外，在固相中进行反应在某些情况下具有优势。我们描述了在固相中进行的核苷酸间偶联反应，这些反应通常被认为是不理想的，并提出了一种克服这些反应的策略。钯偶联反应使单链 DNA（ss-DNA）在固相中实现了链内和链间的偶联。用封端剂稀释可以抑制链间偶联，从而最大化链内偶联。或者，实际上链间偶联被证明是有利的，可以提供二聚有机/DNA 缀合物，这些缀合物可以很容易地与更高的寡聚物分离，并且与较长的三联苯偶联物相比更有利。
